Month: May 2021

Reference of 141738-80-9, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 141738-80-9 as follows.

General procedure: A mixture of 2-(3,5-dichloro-pyridin-4-yl)-7-ethynyl-4,4-dimethyl-1,4-dihydro-chromeno[3,4-d] imidazole 19a (0.1 g, 0.270 mmol), tetrabutylammonium fluoride (0.255 g, 0.810 mmol), dichlorobis- (triphenylphosphine)palladium (II) (15 mg, 0.021 mmol), 1-chloro-2-iodo-4-trifluoromethyl-benzene (0.125 g, 0.405 mmol) was heated in dry-DMSO (4.0 mL) at 80 C for 4-6 h. The reaction mass was quenched with water and extracted with ethyl acetate. The organic layer was washed with water, dried over anhydrous sodium sulfate, concentrated under reduced pressure and purified by flash chromatography to afford compound 20a (0.06 g, 42%) as brown solid.

According to the analysis of related databases, 141738-80-9, the application of this compound in the production field has become more and more popular.

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 136618-42-3, name is Benzyl 4-iodobenzoate, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 136618-42-3

General procedure: To a DMF solution (10 mL) of benzyl iodobenzoate (100 mg, 4 mmol), tetrabutylammonium chloride (1.7 g), NaHCO3(0.9 g, 11 mmol) and palladium acetate (80 mg) at 0C, a solution of allyl alcohol (0.41 mL, 6 mmol) in DMF (2 mL) was added. The reaction mixture wasallowed to warm slowly to room temperature, heated at 50Cfor 2 h, diluted with 3N HCl (50 mL), and extracted with EtOAc (5 × 15 mL).The combined organic layers were dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. The product containing1h-1or1r-1was used as such for the next reaction.To a solution of (2-carboxyethyl) triphenylphosphonium bromide (4 mmol) in THF (30 mL), a solution of 2 M lithium bis(trimethylsilyl)amide (LHMDS) (10 mmol, 5 mL THF) was slowly added under nitrogen atmosphere at -78C. The reaction mixture was stirred at -78C for 15 mins, and allowed to warm slowly to 0C for 0.5 h. After being stirred at 0C for 1 h, a solution of appropriate1h-1or1r-1in THF (2 mL) was slowly added at -78C. The reaction mixture was allowed to warm slowly to 0C and stirred at the same temperature for 18 h. The reaction was quenched with 30 mL aqueous 4 M HCl and extracted with EtOAc (3 × 15 mL). The combined organic layers were dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by flash chromatography on silica gel to afford the mixture of isomers1h-2and1r-2.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 136618-42-3.

Synthetic Route of 42048-11-3, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 42048-11-3, name is 2-Chloro-6-iodotoluene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 55 (RR,SS)(3-[4-(3-chloro-2-methylphenyl)piperazin-1-yl]-2-[(2-methoxyphenyl)(1-naphthyl)methyl]-2-methyl-3-oxopropanenitrile) A mixture of 2-[(2-methoxy-phenyl)-naphthalen-1-yl-methyl]-2-methyl-3-oxo-3-piperazin-1-yl-propionitrile (442 mg, 1.05 mmol), 1-chloro-3-iodo-2-methyl-benzene (258 mg, 1.02 mmol), NaOtBu (140 mg, 1.45 mmol), Pd2(dba)3 (27 mg, 0.029 mmol), racemic BINAP (39 mg, 0.06 mmol) in toluene (5 mL) in a Carius tube was degassed with argon. The tube was sealed and placed in a preheated oil bath (80) for 21 hours. The sample was cooled, diluted with isopropyl acetate (50 mL), washed with brine then water, was dried over Na2SO4, filtered and concentrated to an oil. Chromatography on silica gel using 15% isopropyl acetate/hexane provided a foam which was recrystallized from ethyl acetate/hexane to provide 220 mg of the title compound as an amorphous white powder. 1H NMR 500 MHz (DMSO-D6): delta 7.99 (d, 1H, J=7.18 Hz), 7.88 (m, 2H), 7.80 (d, 1H, J=8.24 Hz), 7.55 (t, 1H, J=7.63 Hz), 7.42 (m, 2H), 7.23 (dt, 1H, J=8.56, 1.53 Hz), 7.14 (m, 4H), 7.12 (brs, 1H), 6.80 (t, 1 h, J=7.48 Hz), 4.01 (s, 3H), 2.26 (s, 3H), 1.64, (s, 3H); MS (ESI) m/z 538 ([M+H]+); Anal. calcd for C33H32ClN3O2: C, 73.66; H, 5.99; N, 7.81. Found: C, 73.98; H, 6.33; N, 7.46.

The synthetic route of 2-Chloro-6-iodotoluene has been constantly updated, and we look forward to future research findings.

Synthetic Route of 136618-42-3,Some common heterocyclic compound, 136618-42-3, name is Benzyl 4-iodobenzoate, molecular formula is C14H11IO2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

To 4-iodobenzoic acid benzyl ester (12.61 g, 37.3mmol) in dry dioxane (20ml) was added 6-methyl-1 H-indazol-4-amine (5.48g, 37.3mmol), copper (I) iodide (71 mg, 0.37mmol), diaminocyclohexane (0.42g, 3.73mmol) and potassium phosphate (16.6g, 78.3mmol) washed in by more dry dioxane (30ml). The mixture was heated under reflux for 3.25hr. The mixture was allowed to cool gradually to RT. The mixture was partitioned between water and ethyl acetate and the aqueous phase was extracted with more ethyl acetate. The combined organics were washed with brine, dried and evaporated. This gave a brown solid, 13.58g. This was combined with 0.66g of crude material from a previous batch. The combined material was columned on 7734 silica (500ml) eluting with 10% ethyl acetate in DCM, then 20% ethyl acetate to give a brown/yellow solid, 5.12g. The material was dissolved in the minimum quantity of ethyl acetate at 6O0C (40ml). Then warm cyclohexane (70ml) was added and this gradually gave a precipitate which was then cooled in an ice bath and the solid was collected by vacuum filtration and washed with cyclohexane/ethyl acetate (4:1 , 40ml) to give the title compound as a beige solid (4.29g, 32%). LCMS; tRET = 3.77min, 98% ES +ve 358. 1H NMR (400 MHz, CHLOROFORM-d) deltappm 8.25 (d, 2H) 8.1 1 (s, 1 H) 7.85 (d, 2H)7.49 (d, 2H) 7.35 – 7.45 (m, 3H) 7.01 (s, 1 H) 6.32 (s, 1 H) 5.42 (s, 2H) 4.15 (s, 2H) 2.42 (s, 3H).The filtrate was evaporated (0.96g) and added to a mixed fraction (yellow solid, 6.81 g). The purification procedure was repeated with this combined material; dissolved in ethyl acetate (ca. 55ml), then cyclohexane was added (100ml) to give a pale yellow solid; 5.49g. This material still contained impurity and so it was combined with the concentrated filtrate (1.88g). The purification procedure was repeated once more with ethyl acetate (70ml) and less cyclohexane (60ml) to give the title compound as a pale cream solid, (2.84g, 21 %).1H NMR (400 MHz, CHLOROFORM-d) deltappm 8.24 (d, 2H) 8.09 (s, 1 ) 7.85 (d, 2H) 7.49 (d, 2H) 7.35 – 7.45 (m, 3H) 7.01 (s, 1 H) 6.32 (s, 1 H) 5.42 (s, 2H) 4.15 (s, 2H) 2.41 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Benzyl 4-iodobenzoate, its application will become more common.

Synthetic Route of 13101-40-1, A common heterocyclic compound, 13101-40-1, name is 1-Bromo-3-chloro-5-iodobenzene, molecular formula is C6H3BrClI, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

A 100 mL two-necked flask was dried in the oven and charged with 1-bromo-3-chloro-5-iodobenzene (2.02 g, 6.37 mmol) and NiCl2(PPh3)2 (0.208 g, 0.318 mmol). The reaction mixture was vacuum and back-filled with nitrogen. Diethyl ether (20 ml) and (2,4,6-triisopropylphenyl)magnesium bromide in THF (12.73 ml, 6.37 mmol) was added and heated at 55 C. for 18 hrs. The reaction mixture was then cooled down and coated on celite and chromatographed on silica (Heptane) (1.74 g, 69%).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Adding a certain compound to certain chemical reactions, such as: 1542-34-3, name is 3,5-Difluoro-4-iodoaniline, belongs to iodides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 1542-34-3, Safety of 3,5-Difluoro-4-iodoaniline

Under ambient conditions, a solution of 3 (500 mg, 0.86 mmol) and sodium 1,1-dicyanoethene-2,2-dithiolate (480 mg, 2.57 mmol) in DMF (25 mL) was stirred at 55 C for 1 hour. Then 2-decyltetradecylamine (394 mg, 1.11 mmol) and 3,5-difluoroiodoaniline[2] (371 mg, 1.46 mmol) were added to the reaction mixture. The resulting purple black solution was stirred at 55 C for 12 hours, and water (200 mL) was added to quench the reaction. The product was extracted with CH2Cl2 (3 × 50 mL), and the combined organic solution was washed with water, brine, and dried over anhydrous MgSO4. After removing the solvent under reduced pressure, the crude product was purified by silica gel column chromatography with CH2Cl2 as eluent. Compound 1 was obtained as a purple red solid (yield: 10 %).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Synthetic Route of 180624-10-6, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 180624-10-6, name is Methyl 4-amino-3-iodo-5-methoxybenzoate belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 94-1 (7.1 g, 23 mmol) in DCM (10 mL) was added BBr3 (3 mL) at 0 C. The mixture was stirred at 0 C. for 30 mins, and the reaction was quenched with aq. NaHCO3 (150 mL) and extracted with EA (300 mL). The organic layer was washed with brine (50 mL), dried over Na2SO4, filtered and concentrated. The residue was purified by column chromatography using 3080% EA in PE as eluent to give 94-2 (4.8 g, 71.3%) as a yellow oil. MS: m/z 293.8 [M+H]+.

The synthetic route of Methyl 4-amino-3-iodo-5-methoxybenzoate has been constantly updated, and we look forward to future research findings.

Reference of 42048-11-3,Some common heterocyclic compound, 42048-11-3, name is 2-Chloro-6-iodotoluene, molecular formula is C7H6ClI, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

To a solution of 20a (5.0 g, 19.8 mmol) in CCL (50 mL) were added BPO (48.0 mg, 0.2 mmol) and NBS (3.52 g, 19.8 mmol) at room temperature. Tire resulting mixture was stirred at 90 C overnight, cooled to room temperature, concentrated. Tire residue was purified by silica gel chromatography column (PE) to afford 20b (3.0 g, 46%) as a white solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Chloro-6-iodotoluene, its application will become more common.

Adding a certain compound to certain chemical reactions, such as: 1189352-83-7, name is 3-Chloro-5-iodobenzotrifluoride, belongs to iodides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 1189352-83-7, Quality Control of 3-Chloro-5-iodobenzotrifluoride

A mixture of 1-chloro-3-iodo-5-(trifluoromethyl)benzene (150 g, 489 mmol), (R)- ethyl 5-oxopyrrolidine-2-carboxylate (108 g, 683 mmol), copper (I) iodide (23.3 g, 122 mmol), CsCO3 in 1,4-dioxane (1 L) was stirred under an atmosphere of nitrogen followed by the addition of N,N’-diemthyl-1,2-ethanediamine (26 mL, 245 mmol). The mixture was heated to 40 C for 4 hours, followed by the addition of copper (I) iodide (11.4 g, 60 mmol) and N,N’-diemthyl-1,2- ethanediamine (13 mL, 123 mmol) and heating at 40 C was continued overnight. The was diluted with water (600 mL) and saturated aqueous NH3 and MTBE (600 mL) and the mixture was stirred for 10 min and allowed to separate into two distinct layers. The aqueous layer was separated and extracted with MBTE (2 x 300 mL) and the combined organic layers were washed sequentially with a mixture of water (150 mL)/ saturated brine (15 mL), followed by 2 N HCl (300 mL) and then water (230 mL). The organic phase was dried over Na2SO4, filtered and concentrated in vacuo to afford 10 as an oil. 1H NMR (400 MHz, CHLOROFORM-d) delta: 7.85 (t, J= 2.13 Hz, 1H), 7.63 (t, J= 2.01 Hz, 1H), 7.41 (t, J= 1.88 Hz, 1H), 4.73 (dd, J= 2.89, 8.91 Hz, 1H), 4.18 – 4.29 (m, 2H), 2.73 – 2.83 (m, 1H), 2.57 – 2.65 (m, 1H), 2.49 – 2.55 (m, 1H), 2.19 – 2.31 (m, 1H), 1.68 (s, 1H), 1.22 – 1.32 (m, 3H). MS: 335; MS Found: 335.9([M+1]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Chloro-5-iodobenzotrifluoride, and friends who are interested can also refer to it.

Some common heterocyclic compound, 1252046-13-1, name is 2-Bromo-5-iodobenzonitrile, molecular formula is C7H3BrIN, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. SDS of cas: 1252046-13-1

Under nitrogen condition, the compound B was dissolved in dioxane, and the compound A (0.9 equivalent) was added. Potassium phosphate (4.0 equivalent) was added, and Cut (0.2 equivalent) and 1,2-diaminocyclohexane (0.2 equivalent) were added. The mixture was refluxed and stirred for 12 hrs, and then the reaction was finished. The resultant was extracted using an organic solvent, and the organic solvent was removed. The resultant was columned and reprecipitated such that the compound C was obtained.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1252046-13-1, its application will become more common.